WO2008070077A2 - Matériau de revêtement contenant un mélange de silicates minéraux et diurée - Google Patents

Matériau de revêtement contenant un mélange de silicates minéraux et diurée Download PDF

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Publication number
WO2008070077A2
WO2008070077A2 PCT/US2007/024833 US2007024833W WO2008070077A2 WO 2008070077 A2 WO2008070077 A2 WO 2008070077A2 US 2007024833 W US2007024833 W US 2007024833W WO 2008070077 A2 WO2008070077 A2 WO 2008070077A2
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composition
layer
grams
basecoat
coating composition
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PCT/US2007/024833
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English (en)
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WO2008070077A3 (fr
Inventor
Delson Jayme Trindade
Robert R. Matheson
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E. I. Du Pont De Nemours And Company
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=39272879&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2008070077(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by E. I. Du Pont De Nemours And Company filed Critical E. I. Du Pont De Nemours And Company
Priority to AT07862503T priority Critical patent/ATE476484T1/de
Priority to DE602007008285T priority patent/DE602007008285D1/de
Priority to MX2009005839A priority patent/MX2009005839A/es
Priority to JP2009540259A priority patent/JP5334860B2/ja
Priority to CA2668871A priority patent/CA2668871C/fr
Priority to EP07862503.5A priority patent/EP2089483B2/fr
Publication of WO2008070077A2 publication Critical patent/WO2008070077A2/fr
Publication of WO2008070077A3 publication Critical patent/WO2008070077A3/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/062—Copolymers with monomers not covered by C09D133/06
    • C09D133/066—Copolymers with monomers not covered by C09D133/06 containing -OH groups
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/50—Multilayers
    • B05D7/56—Three layers or more
    • B05D7/57—Three layers or more the last layer being a clear coat
    • B05D7/572—Three layers or more the last layer being a clear coat all layers being cured or baked together
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/50—Multilayers
    • B05D7/56—Three layers or more
    • B05D7/57—Three layers or more the last layer being a clear coat
    • B05D7/574—Three layers or more the last layer being a clear coat at least some layers being let to dry at least partially before applying the next layer
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805—Compounds having only one group containing active hydrogen
    • C08G18/285—Nitrogen containing compounds
    • C08G18/2865—Compounds having only one primary or secondary amino group; Ammonia
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/625—Polymers of alpha-beta ethylenically unsaturated carboxylic acids; hydrolyzed polymers of esters of these acids
    • C08G18/6254—Polymers of alpha-beta ethylenically unsaturated carboxylic acids and of esters of these acids containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
    • C09D167/07—Unsaturated polyesters having carbon-to-carbon unsaturation having terminal carbon-to-carbon unsaturated bonds

Definitions

  • This invention relates to a coating composition and a method of applying multilayer coating films onto an automotive body or part thereof.
  • this invention relates to a method of forming multi-layer coating films by baking wet layers of a primer, basecoat, and clearcoat layers at the same time.
  • a substrate is typically treated with a rust- proofing phosphate layer, followed by application of a cathodic electrocoat primer for additional corrosion protection.
  • a primer surfacer (known alternatively as “a chip resistant primer”, “primer”, or “primer filler") is used next to smooth the surface for topcoating and also to provide stone chip resistance to the coating system during the normal course of driving, followed by a top coat system.
  • the top coat system can be a single colored coat, but more often it is an applied basecoat having solid color and/or flake pigments followed by an applied transparent protective clearcoat which functions to protect and preserve the attractive aesthetic qualities of the finish on the vehicle.
  • the basecoat and clearcoat compositions are normally applied as a "wet-on-wet” application to a layer of cured and dried primer. It can be optional to remove a portion of the solvent from the basecoat before the clearcoat is applied.
  • the basecoat and clearcoat layers are subsequently baked at the same time to form a dried and cured finish.
  • Cured primers have been used not only to provide a smooth surface on which to apply the topcoat, but also to also prevent interfacial bleeding or intermixing with the overlying basecoat and avoid disrupting the appearance of the overall topcoat finish. Resistance to intermixing, sometimes referred to as "strike-in" resistance, is especially important for the appearance of glamour metallic finishes which are popular on automobiles and trucks.
  • any disturbance of the metallic pigment flake orientation in metallic basecoats after application over the primer-surfacer will detract from the metallic effect of the finish.
  • the flop index of the dried and cured paint is an important measure of quality. It is important for the metallic effect pigments to orient parallel to the underlying surface to maximize the flop.
  • basecoats are applied in two thin layers which help to facilitate the orientation of the metallic flake parallel to the underlying surface. When a majority of the metallic flakes are oriented parallel to the underlying surface, the flop, or brightness change on viewing angle is maximized resulting in a highly desirable effect.
  • an automobile paint facility typically employees a series of two separate spray stations one positioned directly after the other. Since each spray station may use several spray guns, the capital investment for the basecoat spray booth can be significant.
  • VOC volatile organic compounds
  • CO 2 carbon dioxide
  • U.S. Patent No. 6,863,929 of Watanabe et al. describes a method for forming a multilayer automotive coating film using a three layer wet paint process (also referred to as a "3-wet” or a "3-coat-1-bake” process).
  • microparticles can allow intermixing, resulting in defects in the aesthetic appearance such as loss of smoothness, gloss, head on brightness, and/or metallic effect. Sagging of these coatings, especially on vertical panels, such as doors, fenders, rocker panels, etc, can be a problem. Thinning of the film may subject the underlying corrosion-protective electrocoated primer layer to excessive UV light transmission and deterioration. Thin films or thin film regions are also inadequate for mechanical properties and visual appearance of the overall finish. It can be desirable to apply primer surfacer, basecoat, and clearcoat layers to a substrate before any of the layers has completely dried. There is a need to prevent the intermixing of the primer surfacer and basecoat and clearcoat layers in such a process, to obtain commercially viable coatings.
  • the present invention is a coating composition
  • a coating composition comprising a crosslinkable component, a crosslinking component, at least one diurea and at least one layered silicate mineral.
  • the present invention is a process comprising the streps: a) applying a layer of a primer composition to a substrate; b) optionally flashing the layer of primer composition to remove a portion of solvent; c) applying a layer of a basecoat composition to said substrate; d) optionally flashing the layer of basecoat composition to remove a portion of solvent; e) applying wet-on-wet over said basecoat composition a layer of a clearcoat composition; and f) heating the substrate and applied layers at a temperature in the range of from 6O 0 C to about 200 0 C for 60 seconds to 60 minutes to provide a substantially dried and cured coated substrate, wherein said basecoat composition comprises crosslinkable component, a crosslinking component, at least one diurea, and at least one layered silicate mineral.
  • Weight-on-wet means that the basecoat layer and clearcoat layer are applied successively to a cured primer layer without a curing step in between the basecoat and clearcoat layers.
  • “Wet-on-wet-on-wet”, also used interchangeably herein with “3-wet”, and “3- coat-1-bake”, means that the primer layer, basecoat layer, and clearcoat layer are applied successively without a curing step in between each layer.
  • “Substantially dried” with respect to the coating composition shall mean that the coating composition contains less than 1 percent by weight, preferably zero percent by weight, of solvent, based on the total weight of the composition.
  • “High solids composition” means a liquid coating composition having a total solids content at time of application of at least 40 percent, preferably in the range of from 40-90 percent, in weight percentages based on the total weight of the composition.
  • Total solids refers to the total amount of non-volatile components in the composition even though some of the components may be non-volatile liquids rather than solids at room temperature.
  • binder refers to the film-forming polymer, the crosslinking agent, and all other optional film-forming components.
  • the binder generally includes all the film-forming components that contribute to the solid organic portion of the cured composition.
  • catalysts, pigments, and non- polymeric chemical additives such as stabilizers described hereinafter are not considered part of the binder solids.
  • Non-binder solids other than pigments usually do not amount to more than about 5-15% by weight of the composition.
  • “Acrylic polyol” means a polymer formed from a monomer mixture wherein the monomer mixture contains greater than 50 percent by weight of acrylate monomers, and the polymer has on average more than 1.0 hydroxyl groups per molecule.
  • “Polyester-extended acrylate” monomer means a monomer of the formula;
  • each X is independently selected from the group C(O)O and OC(O);
  • R is H or CH 3 ;
  • R 1 is alkyl, aryl, alkylaromatic, or aromaticalkyl;
  • R 2 is hydroxy terminated alkyl, aryl, alkylaromatic, or aromaticalkyl;
  • n is an integer in the range of from 1 to 20.
  • the polyester-extended acrylic monomer is the reaction product of 2- hydroxyethyl acrylate or 2-hydroxyethyl methacrylate with caprolactone.
  • TONE M-100 ® is commercially available from Dow Carbide as TONE M-100 ® .
  • Polymer-extended polymer means a polymer that has, on average, at least one polyester-extended monomer per polymer chain.
  • substrate means any surface, such as metal, wood, resin, asphalt, or any other surface.
  • the substrate may be previously coated with a material, such as, but not limited to, an electrodeposition primer, a primer, a primer/sealer, or a pigmented coating.
  • Organicically-modified mineral” or “mineral silicate” or “layered silicate mineral” means a naturally occurring or man-made mineral comprising an alkaline (earth) or transition metal and a silicate moiety.
  • the layered silicates can be 'treated' or 'untreated'.
  • a treated layered silicate has undergone a process to chemically modify the surface by adding an organic group which is either covalently or ionically bonded.
  • One preferred treatment method is to contact the layered silicate with a quaternary amine.
  • An untreated silicate does not have this surface modification.
  • Crosslinkable component means a component that has functional groups appended thereon that are capable of reacting with the crosslinking component to form a crosslinked network.
  • the crosslinkable component may comprise a compound, oligomer, polymer, or a combination thereof having at least one functional group reactive with the crosslinking component.
  • the crosslinkable component comprises an acrylic polyol.
  • the functional groups in the crosslinkable component can be chosen from hydroxy, amino, hydroxy silane, alkoxysilane, epoxy, carbamate, carboxy, anhydride, or a combination thereof. The preferred functional group is hydroxy.
  • Crosslinking component means a component that is capable of reacting with the functional groups on the crosslinkable component to form a crosslinked network.
  • the crosslinking component can be selected from the group consisting of melamine, amino resin, polyisocyanate, blocked polyisocyanate, or a combination thereof.
  • thixotropic agents in coating compositions is intended to allow the application of a layer of a coating composition to a substrate without the applied, uncured coating layer running or sagging from the surface of the substrate.
  • Many compounds are known and are used as thixotropes in coatings compositions. Examples of these materials are; crosslinked polymeric microparticles, various clays, silica, or synthetic polymers containing ionic or associative groups such as polyvinyl alcohol, poly(meth)acrylic acid, ethylene-maleic anhydride copolymers, or polyvinylpyrrolidone polymers.
  • 6,652,915 describes a coating material having a mixture of silica and a urea and/or a urea derivative.
  • a key feature of thixotropic agents is that the viscosity of a paint prepared using them depends on the flow history and/or that the thixotropic agents are pseudoplastic, i.e., that the viscosity of the paint decreases as the shear stress increases. Starting from a baseline viscosity, the viscosity decreases during shear stress and only after the end of the shear stress does it gradually return to its initial viscosity.
  • a thixotropic gel for example, is liquefied by the input of mechanical energy (such as by stirring) and gels gradually again only when the energy input stops.
  • thixotropic properties are advantageous for paint processing.
  • thixotropic agents must not adversely affect the visual and chemical properties of a finished coating produced using them. It has been found that a combination of a diurea compound and a layered silicate mineral leads to a coating composition that exhibits a reduced tendency of the uncured coating to running or sagging. It also surprisingly provides a basecoat composition that provides an exceptionally smooth layer and, if metallic effect pigments are present, produces an effect coating that has a high degree of flop.
  • the coating composition of this disclosure comprises a crosslinkable component, a crosslinking component, a diurea compound, and at least one layered silicate mineral.
  • the coating composition of the present invention is preferably solvent-borne.
  • the diurea compound is present in the coating composition in the range of from 0.1 percent to 3.0 percent, preferably in the range of from 0.5 percent to 2.0 percent, most preferably in the range of from 1.3 percent to 1.8 percent. All percentages are weight percentages based upon the total weight of the binder solids.
  • Diurea compounds can be made by various methods known to one of ordinary skill in the art. For example, suitable diureas can be obtained by reacting one equivalent of a diisocyanate compound with two equivalents of a monoamine. It is preferred that the diurea so produced is symmetrical.
  • Examples of monoamines that could be used include the following: benzylamine, ethylamine, n-propylamine, isopropylamine, n-butylamine, isobutylamine, tert- butylamine, pentylamine, n-hexylamine, n-octylamine, isononanylamine, isotridecylamine, n-decylamine and stearylamine. It is also possible to use primary and secondary amines containing ether groups. These are substances of the general formula; wherein R 3 is an alkyl group of 1 to 20 carbons, R 4 is an alkyl group of 2 to 4 carbons, a is 1 or 2.
  • Polyisocyanates suitable for producing the urea derivatives contain at least two isocyanate groups per molecule. It is preferred to use diisocyanates, especially hexamethylene diisocyanate.
  • diisocyanates especially hexamethylene diisocyanate.
  • polyisocyanates that can be used include the following: tetramethylene 1 ,4-diisocyanate, hexamethylene 1 ,6-diisocyanate, omega, omega'-dipropyl ether diisocyanate, cyclohexyl 1 ,4-diisocyanate, dicyclohexylmethane 4,4'-diisocyanate, 1 ,5-dimethyl-2,4-di(isocyanatomethyl)benzene, 1 ,5-dimethyl-2,4- di(isocyanatoethyl)benzene, 1 ,3,5-trimethyl-2,4-di(isocyanatomethyl)benz
  • suitable diureas can be produced by the reaction of a diamine with two equivalents of a monoisocyanate.
  • a diamine with two equivalents of a monoisocyanate.
  • One skilled in the art would be able to choose the appropriate reagents to form suitable ureas.
  • one preferred diurea can be produced by the reaction of 1 ,6-hexamethylene diamine with 2 equivalents of benzyl isocyanate.
  • the same product can also be produced by the reaction of 1 ,6- hexamethylene diisocyanate with 2 equivalents of benzyl amine.
  • Layered silicates are present in the coating composition in the range of from 0.10 to 3.0 percent by weight, preferably from 0.5 to 1.5 percent by weight, more preferably from 0.6 to 1.0 percent by weight, all weight percentages are based upon the total weight of the binder solids.
  • the layered silicates that are useful in the coating compositions comprise layered silicates known to the person skilled in the art and are, for example aluminum- magnesium silicates, sodium-magnesium silicates and sodium-magnesium-lithium silicates, all with a layered structure.
  • layered silicates are layered silicates of the bentonite, smectite, montmorillonite and hectorite type. Naturally occurring layered silicates may be used, but synthetically manufactured layered silicates are preferred.
  • layered silicates examples include the GARAMITE ® products (from Southern Clay Products, Gonzales, Texas), OPTIGEL ® products (from S ⁇ dchemie Moosburg, Germany), LAPONITE ® RD (from Solvay, Rheinberg, Germany) or BORCHIGEL ® layered silicates (from Borchers, Monheim, Germany).
  • the layered silicate minerals can be treated or untreated.
  • a treated layered silicate has undergone a process to chemically modify the surface by adding an organic group which is either covalently or ionically bonded.
  • One common treatment of the layered silicates is to contact the layered silicate with one or more quaternary amine compounds. Many of these products are commercially available.
  • the preferred layered silicate mineral is aluminum magnesium silicate treated wth at least one quaternary amine.
  • the use of the diurea and layered silicate mineral enhances the flop index of the coating composition containing metallic flake pigments and mica flake effect pigments. These materials also contribute to enhanced rheological properties that allow a relatively thick coating to be applied to the substrate surface. These materials also help to align the effect pigments which generates a high flop index and an exceptionally smooth layer is formed.
  • a smooth paint layer is highly desirable in many coating applications.
  • the addition of diurea and layered silicate helps to promote this smooth texture in comparison with current commercial basecoat compositions.
  • the coating composition also contains a film-forming binder.
  • the film-forming binder is made up of a crosslinkable component and a crosslinking component.
  • the crosslinkable component is preferably an acrylic polyol. Other suitable examples include polyesters, polyurethanes, polyepoxides, alkyd resins, or a combination thereof.
  • the crosslinkable component preferably contains, on average, more than 1.0 functional group per molecule that is capable of reacting with the crosslinking component of the composition.
  • Suitable functional groups for the crosslinakble component can include, but are not limited to hydroxy, amino, hydroxy silane, alkoxysilane, epoxy, carbamate, carboxy, anhydride, or a combination thereof.
  • the crosslinkable components are acrylic polymers having hydroxy functional groups.
  • One preferred acrylic polymer for use as the crosslinkable component comprises an acrylic polyol comprising at least 40 percent by weight based on the total weight of the acrylic polyol of a combination of at least one linear or branched C8 or higher alkyl acrylate monomer and a second monomer that is a polyester-extended acrylate monomer, such as TONE ® M-100.
  • Suitable C 8 or higher alkyl acrylate monomers include monomers of formula
  • R is H or CH 3 and R 3 is a linear or branched alkyl having 8 or more carbons.
  • R 3 has more than 10 carbons and more preferably, R 3 has more than 12 carbons.
  • R 3 is not particularly limited as to an upper limit of carbon atoms. However, at greater than 30 carbons, the monomers tend to be solids which are harder to handle in production and the T 9 of polymers produced using these monomers tends to be too low to make a suitable coating.
  • Suitable linear or branched C8 or higher alkyl acrylate monomers include octyl acrylate, octyl methacrylate, nonyl acrylate, nonyl methacrylate, decyl acrylate, decyl methacrylate, undecyl acrylate, undecyl methacrylate, dodecyl acrylate, dodecyl methacrylate, isodecyl acrylate, isodecyl methacrylate, isotridecyl acrylate, isotridecyl methacrylate, tridecyl acrylate, tridecyl methacrylate, tridecyl acrylate, tridecyl methacrylate, tridecyl methacrylate, tridecyl methacrylate, lauryl acrylate, lauryl methacrylate, stearyl acrylate, and stearyl methacrylate.
  • the C8 or higher alkyl acrylate monomers comprise in the range of from 10 percent to 60 percent by weight of the monomers in the acrylic polyol, more preferably, the C8 or higher alkyl acrylate monomers comprise in the range of from 26 percent to 55 percent by weight of the monomers in the acrylic polyol, most preferably, the C8 or higher alkyl acrylate monomers comprise in the range of from 39 percent to 50 percent by weight of the monomers in the acrylic polyol.
  • the preferred molecular weight for the poly(meth)acrylate copolymer is from about 3,000 to about 45,000. It has been found that at weight average molecular weights below 3,000, the coatings begin to exhibit some strike-in. Strike-in refers to the intermixing of two wet layers of paint. Above a molecular weight of 45,000, the surface appearance begins to degrade and the flop measurement goes down.
  • the acrylic polyol comprises at least 40 percent by weight of at least one linear or branched C8 or higher alkyl acrylate and at least one polyester-extended acrylate monomer.
  • the C8 or higher alkyl acrylate monomer can comprise in the range from 10 percent by weight to 60 percent by weight of the acrylic polyol, if one uses 10 percent by weight of the C8 or higher alkyl acrylate monomer then the polyester extended acrylate monomer must comprise at least 30 percent by weight of the acrylic polyol to achieve the at least 40 percent.
  • the remaining portion of the acrylic polyol may comprise monomers having no crosslinkable functional groups and/or monomers having crosslinkable functional groups such as amino groups, carbamate, alkoxy silane such as trimethoxy silane, epoxy, carboxy groups, anhydride groups, or a suitable combination thereof, to impart additional crosslinking functionality to the polymer and enhance the integrity of the cured coating.
  • the number of functional groups may vary, depending on the final properties desired. These functional groups can be introduced by employing a functional monomer comprising the desired group in the polymerization process or by post-reaction of the acrylic polyol to introduce the desired additional functionality, as will be apparent to those skilled in the art.
  • Examples of useful amine-containing monomers are N,N-dimethylaminoethyl methacrylate, N,N-dimethylaminoethyl acrylate, N-t-butylaminoethyl methacrylate, N-t- butylaminoethyl acrylate, 2-aminoethyl methacrylate, 2-aminoethyl acrylate.
  • Examples of useful carbamate containing monomers include adducts of aliphatic alcohols with isocyanate containing acrylates or methacrylates.
  • Such functional monomers are silane-containing monomers, particularly alkoxy silanes such as gamma-acryloxypropyl trimethoxysilane, gamma- methacryloxypropyl trimethoxysilane (SILQUEST® A-174 from Crompton), and gamma- methacryloxypropyltris(2-methoxyethoxy) silane.
  • alkoxy silanes such as gamma-acryloxypropyl trimethoxysilane, gamma- methacryloxypropyl trimethoxysilane (SILQUEST® A-174 from Crompton), and gamma- methacryloxypropyltris(2-methoxyethoxy) silane.
  • Examples of useful epoxy containing monomers are glycidyl methacrylate and glycidyl acrylate and any acrylic monomer with a hydroxy group that can be reacted with epichlorohydrin to produce the epoxy group containing monomers.
  • carboxy or anhydride containing monomers are acrylic acid, methacrylic acid, maleic anhydride, and fumaric anhydride.
  • monomers having no crosslinkable functionality include alkyl acrylates such as methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl acrylate, isobutyl acrylate, hexyl acrylate, cyclohexyl acrylate, propyl acrylate, phenyl acrylate, isobornyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, t-butyl methacrylate, hexyl methacrylate, cyclohexyl methacrylate, propyl methacrylate, phenyl methacrylate, isobornyl methacrylate; styrenes or substituted styrenes, such as 4-methyl styre
  • One preferred acrylic polyol comprises styrene, butyl methacrylate, TONE M- 100®, isotridecyl methacrylate, and acrylic acid.
  • Another preferred acrylic polyol comprises styrene, isodecyl methacrylate, TONE M-100®, isotridecyl methacrylate, and acrylic acid.
  • the monomers used to produce the acrylic polyol can be polymerized using methods known to those skilled in the art.
  • the acrylic polyol is prepared by a solution polymerization method in which the monomers are blended with a liquid reaction medium, a free radical polymerization initiator, optionally caprolactone modified monomer, optionally a polymerization catalyst for the caprolactone, and optionally a chain transfer agent, and heated to 75 0 C. to 165 0 C. for a sufficient time, typically for 2 to 8 hours, to form a polymer.
  • the film-forming binder also contains a crosslinking component, which comprises a crosslinking agent.
  • the crosslinking agent used in the present composition is an aminoplast resin, melamine, a polyisocyanate or a blocked polyisocyanate resin or mixture thereof.
  • Aminoplast resins such as melamine formaldehyde condensates are generally preferred.
  • aminoplast resins are aldehyde condensation products of melamine, urea, benzoguanamine, or a similar compound.
  • the aldehyde employed is formaldehyde, although useful products can be made from other aldehydes, such as acetaldehyde, crotonaldehyde, acrolein, benzaldehyde, furfural, and others.
  • Condensation products of melamine or urea are the most common and are preferred, but products of other amines and amides in which at least one amine group is present can also be employed.
  • aminoplast resins monomeric or polymeric melamine formaldehyde condensate resins that are partially or fully alkylated are generally preferred. These preferred resins are organic solvent-soluble and are commercially available under the tradename CYMEL ® from Cytec Industries, Inc., West Patterson, New Jersey.
  • One preferred crosslinking agent is a methylated and butylated or isobutylated melamine formaldehyde resin that has a degree of polymerization of about 1-3. Generally, this melamine formaldehyde resin contains about 50 percent butylated groups or isobutylated groups and 50 percent methylated groups.
  • Another preferred melamine, for a good balance of properties is, a fully methylated resin known as CYMEL 303 ® .
  • aminoplast crosslinking agent(s) described above can be substituted for or optionally combined with any of the conventional blocked polyisocyanate crosslinking agents for enhanced film properties.
  • Typical blocking agents are alcohols, ketimines, oximes, pyrazoles and the like.
  • crosslinking agents can also be used, such as urea formaldehyde, benzoguanamine formaldehyde and blocked or unblocked polyisocyanates or compatible mixtures of any of the forgoing crosslinkers.
  • Typical examples of polyisocyanates are isocyanate compounds having 2 to 4 isocyanate groups per molecule, such as 1 ,6-hexamethylene diisocyanate, isophorone diisocyanate, 2,4-toluene diisocyanate, diphenylmethane-4,4'-diisocyanate, dicyclohexylmethane-4,4'-diisocyanate, tetramethylxylidene diisocyanate, and the like.
  • Polyisocyanate condensation products can also be used.
  • Polyisocyanates having isocyanurate, biuret, iminooxadiazine, and/or uretidione structural units are suitable. Some examples include DESMODUR N-3300® from Bayer Corporation of Pittsburgh, Pennsylvania and the isocynaurate of isophorone diisocyanate (isocyanurate) which is available under the tradename DESMODUR Z-4470® from Bayer Corporation and the like.
  • Polyisocyanate functional adducts can also be used that are formed from any of the previously mentioned organic polyisocyanates and a polyol. Polyols such as trimethylol alkanes like trimethylol propane or ethane can be used.
  • One useful adduct is the reaction product of tetramethylxylidene diisocyanate and trimethylol propane and is available under the tradename of CYTHANE 3160 ® .
  • the use of an aliphatic or cycloaliphatic isocyanate is preferable to the use of an aromatic isocyanate, from the viewpoint of weatherability and yellowing resistance.
  • An example of a suitable blocked isocyanate that can be used in the present system is a pyrazole-blocked polyisocyanate of 1 ,6- hexamethylene diisocyanate which is available from Bayer Corporation.
  • a catalyst can be added to the composition. Generally, about 0.1-8 percent by weight, based on the weight of the binder, of catalyst is used. Typical of such catalyst are blocked acid catalysts.
  • Useful blocked acid catalysts are aromatic sulfonic acids blocked with amino methyl propanol or dimethyl oxazoline. Typically useful aromatic sulfonic acids are para toluene sulfonic acid, dodecyl benzene sulfonic acid, decyl benzene sulfonic acid.
  • One preferred catalyst is dodecyl benzene sulfonic acid blocked with amino methyl propanol.
  • the coating composition typically includes one or more solvents such as organic solvent selected from aromatic hydrocarbons, such as petroleum naphtha or xylenes; ketones, such as, methyl amyl ketone, methyl isobutyl ketone, methyl ethyl ketone or acetone; esters, such as, butyl acetate or hexyl acetate; glycol ether esters, such as propylene glycol monomethyl ether acetate; and combination thereof.
  • solvents such as organic solvent selected from aromatic hydrocarbons, such as petroleum naphtha or xylenes; ketones, such as, methyl amyl ketone, methyl isobutyl ketone, methyl ethyl ketone or acetone; esters, such as, butyl acetate or hexyl acetate; glycol ether esters, such as propylene glycol monomethyl ether acetate; and combination thereof.
  • the coating composition generally includes in the range of 10
  • the coating composition of the present invention can also contain conventional additives, such as pigments, pigment dispersants, stabilizers, rheology control agents, flow agents, toughening agents and fillers. Selection of such additional additives would, obviously, depend on the intended use of the coating composition.
  • the foregoing additives may be added to either the crosslinkable or crosslinking component, or both, depending upon the intended use of the coating composition.
  • Typical pigments that can be used in the coating composition are filler pigments such as talc, china clay, barytes, carbonates, silicates, and color pigment such as metallic oxides such as titanium dioxide, zinc oxide and iron oxide and carbon black and organic colored pigments and dyes.
  • the resulting coating composition has a pigment to binder weight ratio of about 1 : 100-150: 100.
  • the composition typically contains about 0.01 to 2 percent by weight, based on the weight of the binder, of ultraviolet light stabilizers which term includes ultraviolet light absorbers, screeners and quenchers.
  • Typical ultraviolet light stabilizers include benzophenones, triazines, triazols, benzoates, hindered amines and blends of thereof.
  • the coating composition of the present invention can be used as the basecoat, in a basecoat/clearcoat wet on wet process. In this process, a layer of the present coating composition is applied as a basecoat to a previously coated or uncoated substrate by spraying, electrostatic spraying, roller coating, dipping, or brushing.
  • the coating composition is optionally flashed to remove at least a portion of the solvent.
  • another layer of the basecoat composition is applied, followed by an optional flash step.
  • the layer or layers of basecoat composition is then overcoated with a layer of clearcoat composition.
  • the clearcoat layer is flashed.
  • more than one layer of the clearcoat may be applied to the basecoat, each application being followed by an optional flash step.
  • the combined basecoat and clearcoat layers are heated to about 6O 0 C to 200 0 C for 10 minutes to 60 minutes to dry and cure the applied layers.
  • the coating composition of the present invention is used in a 3-wet application process.
  • a layer of a primer composition is applied to previously coated or uncoated substrate followed by an optional flash step.
  • a layer of present coating composition is applied over the layer of primer composition as the basecoat.
  • the applied basecoat is optionally flashed to remove at least a portion of the solvent.
  • multiple layers of the basecoat composition can be applied to the first layer of basecoat each optionally followed by a flash step.
  • a single layer or multiple layers of clearcoat composition is applied to the substrate, optionally flashing between layers to remove a portion of the solvent.
  • the applied layers of the multi-coated substrate are then dried and cured.
  • the drying and curing step is performed by heating the substrate to a temperature in the range of from 6O 0 C to 200 0 C for 1 minute to 60 minutes.
  • wet primer composition and the overlying basecoat composition have adequate strike-in resistance.
  • 3-wet method particularly useful 3-wet primer compositions are described below.
  • One useful 3-wet primer composition comprises a crosslinkable component and a crosslinking component wherein the crosslinkable component comprises about 40 to 95 percent by weight, based on the total weight of the crosslinkable component and the crosslinking component, of a polyester-extended branched acrylic polymer having a hydroxyl and/or carboxyl monomer content, all or part of which has been reacted with a cyclic lactone, of about 1 to 65 percent by weight and a weight average molecular weight of about 10,000 to 150,000; and wherein the crosslinking component that comprises about 5 to 60 percent by weight, based on the total weight of the crosslinkable component and the crosslinking component, of an aminoplast resin, a blocked polyisocyanate resin, or a combination thereof.
  • Another useful 3-wet primer composition comprises a crosslinkable component and a crosslinking component wherein the crosslinkable component comprises about 40 to 95 percent by weight, based on the total weight of the crosslinkable component and the crosslinking component, of a branched acrylic polymer having a hydroxyl, carboxyl, and or other crosslinkable functional group monomer content of about 1 to 65 percent by weight and a weight average molecular weight of about 10,000 to 150,000; and wherein the crosslinking component comprises about 5 to 60 percent by weight, based on the total weight of the crosslinkable component and the crosslinking component, of an aminoplast resin, a blocked polyisocyanate resin, or a combination thereof.
  • Another useful 3-wet primer composition comprises a crosslinkable component and a crosslinking component wherein the crosslinkable component comprises about 40 to 95 percent by weight, based on the total weight of the crosslinkable component and the crosslinking component, of a polyester- extended linear acrylic polymer having a hydroxyl and/or carboxyl monomer content, all or part of which is reacted with a cyclic lactone, of about 1 to 90 percent by weight and a weight average molecular weight of about 10,000 to 150,000; and wherein the crosslinking component comprises about 5 to 60 percent by weight, based on the total weight of the crosslinkable component and the crosslinking component, of an aminoplast resin, a blocked polyisocyanate resin, or a combination thereof.
  • Another useful 3-wet primer composition comprises a crosslinkable component and a crosslinking component wherein the crosslinkable component comprises about 40 to 95 percent by weight, based on the total weight of the crosslinkable component and the crosslinking component, of a film-forming acrylic polymer component comprising two acrylic polymers, the first being a polyester-extended branched acrylic polymer and the second being a polyester-extended linear acrylic polymer, the polymers being provided in a relative weight ratio of from about 5:95 to 95:5; and wherein the crosslinking component comprises about 5 to 60 percent by weight, based on the total weight of the crosslinkable component and the crosslinking component, of an aminoplast resin, a blocked polyisocyanate resin, or a combination thereof.
  • the branched acrylic polymer is formed via a high temperature polymerization process.
  • This process comprises, (a) forming a reaction mixture of:
  • the polyester-extended branched acrylic polymer is formed by chain extending the branched acrylic polymer with a cyclic lactone or a cyclic lactone extended monomer either during or after the free-radical initiated polymerization, or a combination thereof.
  • the selection of the clearcoat composition is not particularly important, and any of the commercially available clearcoats may be chosen.
  • Preferred clearcoat compositions are GEN IV ES ® clearcoats, IMRON ® clearcoats, CHROMACLEAR ® clearcoats, and CHROMAPREMIER ® clearcoats, all available from DuPont, Wilmington, DE.
  • Preferred substrates are automobile bodies, any and all items manufactured and painted by automobile sub-suppliers, frame rails, commercial trucks and truck bodies, including but not limited to beverage bodies, utility bodies, ready mix concrete delivery vehicle bodies, waste hauling vehicle bodies, and fire and emergency vehicle bodies, as well as any potential attachments or components to such truck bodies, buses, farm and construction equipment, truck caps and covers, commercial trailers, consumer trailers, recreational vehicles, including but not limited to, motor homes, campers, conversion vans, vans, pleasure vehicles, pleasure craft snow mobiles, all terrain vehicles, personal watercraft, motorcycles, boats, and aircraft.
  • the substrate further includes industrial and commercial new construction and maintenance thereof; cement and wood floors; walls of commercial and residential structures, such office buildings and homes; amusement park equipment; concrete surfaces, such as parking lots and drive ways; asphalt and concrete road surface, wood substrates, marine surfaces; outdoor structures, such as bridges, towers; coil coating; railroad cars; printed circuit boards; machinery; OEM tools; signage; fiberglass structures; sporting goods; and sporting equipment.
  • Cymel ® 1168 monomeric melamine formaldehyde resin fully alkylated (50% methyl, 50% isobutyl) is available from Cytec Industries Inc., West Patterson, New Jersey. Tinuvin ® 079L (41% in xylene) is available from Ciba Specialty Chemicals Corp,
  • Nacure ® XP-221 aromatic sulphonic acid is available from King Industries, Norwalk, Connecticut.
  • Garamite ® 2578 (7% in acrylic polymer) is available from Southern Clay Products, Gonzales, Texas.
  • Shellsol ® products are available from the Shell Chemicals LP, Houston, TX.
  • ATA TCR 2040A Aluminum paste is available from Toyal America, Inc.,
  • the abbreviation 'NV means non-volatiles and can be theoretical or an actual measured value.
  • the molecular weight (both number and weight average) of a polymer was determined by gel permeation chromatography (GPC) utilizing a high performance liquid chromatograph supplied by Hewlett-Packard, Palo Alto, California and unless otherwise stated the liquid phase used was tetrahydrofuran and the standard used is polystyrene.
  • GPC gel permeation chromatography
  • Tg glass transition temperature
  • Flop values are calculated from measurements determined by the X-Rite® machine, available from X-Rite, Inc., Grandville, Ml, which measures the brightness property of each panel from 15°, 45°, and 110° angles. An average of three readings is taken at each angle and the following formula is used to calculate the flop where, for example, L15 represents the brightness measurement taken from the 15° angle: [ (L15 - L110)*10 ] / L45
  • CF number is the determination of whether the appearance was of automotive quality, i.e., whether the coating had an aesthetic appearance that meets the standard of automotive finishes, was determined by measurements taken from a WaveScan DOI instrument from BYK Gardner. This instrument measures the visual appearance of a finish at longer wavelengths that are indicative of a condition commonly known as orange peel as well at shorter wavelengths which helps to quantify the "distinctness of image" or DOI. These parameters taken in combination (by WaveScan CF readings) can be used to quantify the overall visual appearance of a vehicle finish. A minimum value of 60 on horizontal surface and minimum value of 50 on a vertical surface is desirable for automotive use.
  • Adhesion- the adhesion of 0 to 5 was determined in accordance with test method ASTM D3359 - a rating of at least 4B is an acceptable minimum.
  • Chip Resistance measures the ability of a coating system to resist physical damage from the impact of a hard material, most commonly stones or gravel, which are thrown against the vehicle by the wheels of passing cars, or in the case of rocker panels thrown up against the car by the wheels of the same car. Chip resistance was determined utilizing a gravelometer and follows the procedure described in test method SAE J-400 a rating of at least 5 is an acceptable minimum.
  • the molecular weight was determined by GPC to be 13,854, the viscosity was 126 centipoise at 26°C, and the totals solids was 60%.
  • the weight solids of the resulting polymer solution was 59.0% and the Gardner- Holdt viscosity measured at 25°C was B+1/2.
  • the weight average molecular weight of the polymer was 11 , 190 and the polydispersity was 2.91 as determined by GPC.
  • N-butyl propionate 54.40 parts was added to a mixing mill under a nitrogen atmosphere. 7.60 parts of GARAMITE ® was added with stirring. After stirring for 20 minutes, 38.0 parts of acrylic polymer #14 was added. After stirring for 60 minutes, the mixture was passed through the mill three times using zirconia media (0.8-1.0mm).
  • Silver metallic basecoat compositions was prepared by mixing together the ingredients shown in Table 1 in a suitable mixing vessel in the order shown. All amounts shown in Table 1 are in parts by weight.
  • Phosphatized steel panels were coated with a cathodic epoxy resin based electrodeposition primer (Cormax ® 6 ED from DuPont Company, Wilmington, DE). The resulting electrodeposition primered panels were cured to achieve a film build of 23 microns.
  • a cathodic epoxy resin based electrodeposition primer Cormax ® 6 ED from DuPont Company, Wilmington, DE.
  • the resulting electrodeposition primered panels were cured to achieve a film build of 23 microns.
  • Phosphatized steel panels were coated with a cathodic epoxy resin based electrodeposition primer (Cormax ® 6 ED from DuPont Company, Wilmington, DE).
  • the resulting electrodeposition primer was cured to achieve a film build of 23 microns.
  • a phosphatized steel panel was coated with a cathodic epoxy resin based electrodeposition primer (Cormax ® 6 ED from DuPont Company, Wilmington, DE).
  • the resulting electrodeposition primer was cured to achieve a film build of 23 microns.
  • the panel was then coated with a layer of primer composition, Titanium Primer
  • the primed panel was flashed for 10 minutes at ambient temperature and cured in a drying oven at 14O 0 C for 30 minutes. The panel was then cooled to ambient temperature.
  • One layer of the Solid Color Basecoat composition was applied to the panel and the panel was flashed for 1 minute at ambient temperature. A second layer of the Solid Color Basecoat composition was then applied. The coated panel was flashed at ambient temperature for 3 minutes.
  • One layer of GEN 4 ES clearcoat composition was applied to the panel and the panel was flashed for one minute at ambient temperature.
  • a second layer of GEN 4 ES clearcoat composition was then applied and the panel was flashed for 5 minutes at ambient temperature and cured in vertical position in a drying oven at 14O 0 C for 30 minutes.
  • a phosphatized steel panel was coated with a cathodic epoxy resin based electrodeposition primer (Cormax ® 6 ED from DuPont Company, Wilmington, DE).
  • the resulting electrodeposition primer was cured to achieve a film build of 23 microns.
  • the panel was then coated with a layer of primer composition, Titanium Primer
  • the primed panel was flashed for 10 minutes at ambient temperature and cured in a drying oven at 140 0 C for 30 minutes. The panel was then cooled to ambient temperature.
  • One layer of Ebony Black (Product code 648S42728, available from DuPont, Wilmington, DE) was applied to the panel and the panel was flashed for 1 minute at ambient temperature. A second layer of Ebony Black was then applied. The panel was flashed at ambient temperature for 3 minutes.
  • One layer of GEN 4 ES clearcoat composition was applied to the panel and the panel was flashed for one minute at ambient temperature. A second layer of GEN 4 ES clearcoat composition was then applied and the panel was flashed for 5 minutes at ambient temperature and cured in a vertical position in a drying oven at 14O 0 C for 30 minutes.
  • a phosphatized steel panel was coated with a cathodic epoxy resin based electrodeposition primer (Cormax ® 6 ED from DuPont Company, Wilmington, DE).
  • the resulting electrodeposition primer was cured to achieve a film build of 23 microns.
  • the phosphatized panel was then coated with a layer of primer composition #1 and flashed at ambient temperature for 3 minutes.
  • the panel was then coated with two layers of the Solid Color Basecoat composition with a one-minute ambient temperature flash between each layer.
  • the panel was flash dried at ambient temperature for 3 minutes after the second layer was applied.
  • Two layers of clearcoat composition (GEN 4 ES ® clearcoat available from DuPont, Wilmington, DE) were applied to the panel with a one-minute flash between coats at ambient temperature.
  • the panel was then flashed for 5 minutes and baked in a vertical position in a drying oven at 140 0 C for 30 minutes.
  • Coating Example 14 A phosphatized steel panels were coated with a cathodic epoxy resin based electrodeposition primer (Cormax ® 6 ED from DuPont Company, Wilmington, DE). The resulting electrodeposition primer was cured to achieve a film build of 23 microns. The phosphatized panel was then coated with a layer of primer composition #1 and flashed at ambient temperature for 3 minutes. The panel was then coated with two layers of Ebony Black (Product code 648S42728, available from DuPont, Wilmington, DE) with a one-minute ambient temperature flash between the two layers. After coating with two layers of Ebony Black, the panel was flashed at ambient temperature for 3 minutes.
  • Ebony Black Product code 648S42728
  • a silver metallic basecoat composition was produced by mixing together the ingredients in a suitable mixing vessel in the order shown. All amounts are in parts by weight.
  • Primer 708A01244 available from DuPont, Wilmington, DE. Each primed panel was then flashed for 10 minutes at ambient temperature and cured in a drying oven at 140 0 C for 30 minutes. The panels were then cooled to ambient temperature. Coating 15 (Comparative) Single coating over baked primer
  • Silver Birch basecoat (a polyester based basecoat composition available from DuPont as 647A 0111) was spray applied on a previously primed steel panel (prepared above). After coating, the panel was flashed for 3 minutes at ambient temperature. Two layers of clearcoat composition (GEN 4 ES ® clearcoat available from DuPont, Wilmington, DE) were applied to the panel with a one-minute flash period between coats at ambient temperature. The panel was flashed for 10 minutes at ambient temperature and cured in a vertical position in a drying oven at 140°C for 20 minutes.
  • GEN 4 ES ® clearcoat available from DuPont, Wilmington, DE
  • Coating 16 (Control) Two layer coating over baked primer Silver Birch basecoat composition was applied on a previously primed steel panel (prepared above). The panel was flashed for 3 minutes at ambient temperature and a second coat of Silver Birch basecoat was applied. After a 3 minute flash at ambient temperature, two layers of clearcoat composition (GEN 4 ES ® clearcoat available from DuPont, Wilmington, DE) were applied to the panel with a one-minute flash period between coats at ambient temperature. The panel was flashed for 10 minutes at ambient temperature and cured in a vertical position in a drying oven at 140 0 C for 20 minutes.
  • GEN 4 ES ® clearcoat available from DuPont, Wilmington, DE
  • Coating 17 Basecoat composition 6 was applied on a previously prepared primed steel panel
  • Basecoat composition 6 was applied on a previously prepared primed steel panel (prepared above). The panel was flashed for 3 minutes at ambient temperature and a second coat of Basecoat composition 6 was applied. After a 3 minute flash at ambient temperature, two layers of clearcoat composition (GEN 4 ES ® clearcoat available from DuPont, Wilmington, DE) were applied to the panel with a one-minute flash period between coats at ambient temperature. The panel was flashed for 10 minutes at ambient temperature and cured in a vertical position in a drying oven at 140 0 C for 20 minutes.
  • Phosphatized steel panels were coated with a cathodic epoxy resin based electrocoat (CORMAX ® 6 ED from DuPont Company, Wilmington, DE). The resulting electrocoat was cured to achieve a film build of 23 microns. Each panel was then coated with 3-Wet primer composition and flashed at ambient temperature for 3 minutes to remove a portion of the solvent.
  • CORMAX ® 6 ED cathodic epoxy resin based electrocoat
  • a 3-wet primed panel (prepared above) was coated with 1 coating of basecoat composition 6 and flashed for 3 minutes at ambient temperature.
  • Two layers of clearcoat composition (GEN 4 ES ® clearcoat available from DuPont, Wilmington, DE) were applied to the panel with a one-minute flash period between coats at ambient temperature.
  • the panel was flashed for 2 minutes at ambient temperature and placed in a drying oven at 93 0 C in a vertical position. The temperature in the drying oven was increased to 14O 0 C over an 8 minute period. The panel was then kept at 140 0 C for 12 minutes.
  • a 3-wet primed panel (prepared above) was coated with two coats of basecoat composition 6 with a 3 minute flash at ambient temperature between applications. The panel was then flashed for 3 minutes and two layers of clearcoat composition (GEN 4 ES ® clearcoat available from DuPont, Wilmington, DE) were applied to the panel with a one-minute flash period between coats at ambient temperature. The panel was flashed for 2 minutes at ambient temperature and placed in a drying oven at 93°C in a vertical position. The temperature in the drying oven was increased to 14O 0 C over an 8 minute period. The panel was then kept at 140 0 C for 12 minutes.

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  • Life Sciences & Earth Sciences (AREA)
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Abstract

L'invention concerne une composition de revêtement contenant un mélange d'au moins un composé de diurée et d'au moins un silicate minéral stratifié. Cette composition est particulièrement utile en tant que couche de fond dans une opération de pose de peinture humide de couche de fond/couche transparente, ainsi qu'en tant que couche de fond dans une opération de pose de peinture humide d'apprêt/couche de fond/couche transparente.
PCT/US2007/024833 2006-12-04 2007-12-04 Matériau de revêtement contenant un mélange de silicates minéraux et diurée WO2008070077A2 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
AT07862503T ATE476484T1 (de) 2006-12-04 2007-12-04 Beschichtungsmaterial mit einer mischung aus mineralsilikaten und diharnstoff
DE602007008285T DE602007008285D1 (de) 2006-12-04 2007-12-04 Beschichtungsmaterial mit einer mischung aus mineralsilikaten und diharnstoff
MX2009005839A MX2009005839A (es) 2006-12-04 2007-12-04 Material de revestimiento que contiene una mezcla de silicatos minerales y diurea.
JP2009540259A JP5334860B2 (ja) 2006-12-04 2007-12-04 鉱物ケイ酸塩とジウレアとの混合物を含有するコーティング材料
CA2668871A CA2668871C (fr) 2006-12-04 2007-12-04 Materiau de revetement contenant un melange de silicates mineraux et diuree
EP07862503.5A EP2089483B2 (fr) 2006-12-04 2007-12-04 Matériau de revêtement contenant un mélange de silicates minéraux et diurée

Applications Claiming Priority (2)

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US87267306P 2006-12-04 2006-12-04
US60/872,673 2006-12-04

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WO2008070077A2 true WO2008070077A2 (fr) 2008-06-12
WO2008070077A3 WO2008070077A3 (fr) 2009-05-28

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US (1) US20080131607A1 (fr)
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JP (1) JP5334860B2 (fr)
AT (1) ATE476484T1 (fr)
CA (1) CA2668871C (fr)
DE (1) DE602007008285D1 (fr)
ES (1) ES2350019T3 (fr)
MX (1) MX2009005839A (fr)
WO (1) WO2008070077A2 (fr)

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EP2511328A3 (fr) * 2011-04-15 2013-04-24 Evonik Goldschmidt GmbH Composition comportant des liaisons contenant du carbamate spéciales adaptée à la fabrication de mousses de polyuréthanes

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US8722150B2 (en) 2008-09-15 2014-05-13 Axalta Coating Systems Ip Co., Llc Process for the production of a dark-color multi-layer coating
WO2011056646A1 (fr) 2009-10-27 2011-05-12 E. I. Du Pont De Nemours And Company Procédé de production d'un revêtement multicouche de couleur foncée
DE102010015675A1 (de) * 2010-04-21 2011-10-27 Basf Coatings Gmbh Beschichtungsmittel mit verbesserter Ablaufneigung
RU2491310C2 (ru) * 2011-03-09 2013-08-27 Федеральное государственное унитарное предприятие "Московское конструкторское бюро "Электрон" Поливинилхлоридный (перхлорвиниловый) лак с улучшенными характеристиками
RU2491312C2 (ru) * 2011-03-09 2013-08-27 Федеральное государственное унитарное предприятие "Московское конструкторское бюро "Электрон" Битумный лак с улучшенными характеристиками
SE1400571A1 (sv) * 2014-12-04 2015-11-24 Perstorp Ab Radiation curing coating composition
WO2017125341A1 (fr) * 2016-01-22 2017-07-27 Basf Coatings Gmbh Copolymères de (méth)acrylate ramifiés à fonction hydroxy ayant des propriétés anti-affaissement

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JP5334860B2 (ja) 2013-11-06
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US20080131607A1 (en) 2008-06-05
CA2668871C (fr) 2013-09-10
JP2010511776A (ja) 2010-04-15
EP2089483B1 (fr) 2010-08-04
ES2350019T3 (es) 2011-01-14
ATE476484T1 (de) 2010-08-15
MX2009005839A (es) 2009-06-16
DE602007008285D1 (de) 2010-09-16
CA2668871A1 (fr) 2008-06-12

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